lithium aluminium tetrahydride

1: (i) nBuLi, (ii) /BRN= 636496/ 2: LiAlH4 View Scheme

diisobutylaluminium hydride; chloromethyl methyl ether; N-ethyl-N,N-diisopropylamine 1) CH2Cl2, room temperature, 2) THF, toluene, -78 deg C to 0 deg C; Yield given. Multistep reaction;

2,2,6,6-tetramethyl-1-piperidinyloxy, free radical; Ir(4,4'-di-tert-butyl-2,2'-bipyridyl)(2-phenylpyridine)2(PF6); tetrabutyl-ammonium chloride; oxygen; sodium hydrogencarbonate in dichloromethane; water T=20°C; 96 h; IrradiationGreen chemistry; chemoselective reaction;

pyridine; thionyl bromide in dichloromethane 5 h; Heating;

1: carbon tetrabromide; triphenylphosphine / dichloromethane / 20 °C 2: potassium carbonate / acetonitrile / |Reflux View Scheme

1: 2,6-difluorobenzenemethanol With hydrogenchloride; thiourea in 1,4-dioxane; water T=140°C; 0.166667 h; sealed vessel in the microwave; 2: 5,5-dimethyl-3-(methyl-sulfonyl)-4,5-dihydroisoxazole With potassium carbonate in 1,4-dioxane; water T=150°C; 0.333333 h; sealed vessel in the microwave; Conversion of starting material;

1: 73 percent / tionyl bromide, pyridine / CH2Cl2 / 5 h / Heating 2: KF, dibenzo-18-crown-6 / acetonitrile / 96 h / 80 °C View Scheme